West Loop rentals with pool

We found 797 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday homes with a pool in West Loop?
Enjoy more privacy, extra space and the chance to go for a swim whenever you like at one of our 70 holiday homes with a pool in West Loop. Stay in this neighbourhood and you'll be within easy reach of exciting attractions like Millennium Park, Willis Tower and Art Institute of Chicago.
How much does it cost to stay in a holiday home with a pool in West Loop?
Indoor or outdoor pool, two bedrooms or five, peak season or low season — what you'll pay for your stay in West Loop is influenced by all sorts of variables. But the one consistent element? Our holiday homes with a pool are something special. To find a place that works with your budget, narrow your search results by the maximum nightly or total price. You can also use our "Discounts" filter to find holiday homes with discounts for longer stays.
When is the best time to book a holiday home with a pool in West Loop?
If one thing can complete a fantastic day out in West Loop, it's simply chilling by the water in your holiday home with a pool. For the majority of Stayz guests, March is an ideal month to book one of these popular retreats. If you're considering a visit at this time of year, book as early as you can so you don't miss out on the perfect property for your trip.
What holiday homes with a pool in West Loop have nice views?
To make your West Loop adventure even more special, book one of our holiday homes with a pool — and a wonderful view to boot. After finishing your initial search, use our handy filter tools to narrow down your results by area and the vistas you'd like to look out on.